EP0892631A1 - Conditioning shampoo compositions containing select cationic conditioning polymers - Google Patents
Conditioning shampoo compositions containing select cationic conditioning polymersInfo
- Publication number
- EP0892631A1 EP0892631A1 EP97914938A EP97914938A EP0892631A1 EP 0892631 A1 EP0892631 A1 EP 0892631A1 EP 97914938 A EP97914938 A EP 97914938A EP 97914938 A EP97914938 A EP 97914938A EP 0892631 A1 EP0892631 A1 EP 0892631A1
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- European Patent Office
- Prior art keywords
- cationic
- microns
- meq
- weight
- anionic
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/60—Particulates further characterized by their structure or composition
- A61K2800/65—Characterized by the composition of the particulate/core
- A61K2800/654—The particulate/core comprising macromolecular material
Definitions
- the present invention relates to conditioning shampoo compositions with improved conditioning performance which comprise select cationic deposition polymers
- conditioning shampoos comprising vanous combmations of detersive surfactant and hair conditioning agents are known
- These shampoo products typically comprise an anionic detersive surfactant in combination with a conditionmg agent such as silicone, hydrocarbon oil, fatty esters, or combinations thereof
- conditionmg agent such as silicone, hydrocarbon oil, fatty esters, or combinations thereof
- conditionmg agent such as silicone, hydrocarbon oil, fatty esters, or combinations thereof
- conditionmg agent such as silicone, hydrocarbon oil, fatty esters, or combinations thereof
- conditionmg shampoos do not provide sufficient deposition of conditioning agents onto hair du ⁇ ng the shampooing process Without such deposition, large proportions of conditioning agent are ⁇ nsed away du ⁇ ng the shampooing process and therefore provide little or no conditioning benefit
- relatively high levels of conditioning agents may be needed in the shampoo composition to provide adequate hair conditionmg performance
- Such high levels of a conditioning agent can increase raw mate ⁇ al costs, reduce lathering, and present product stability concerns
- the shampoo Detersive surfactants are designed to carry away or remove, oil, grease, dirt, and particulate matter from the hair and scalp In doing so, the detersive surfactants can also mterfere with deposition of the conditionmg agent, and carry away both deposited and non deposited conditionmg agent durmg rinsing This further reduces deposition of the conditionmg agent onto the hair after rinsing, thus further reducing hair conditionmg performance
- One known method for improving deposition of a hair conditioning agent onto hair involves the use of certain cationic deposition polymers These polymers may be synthetic, but are most typically natural cellulosic or guar polymers that have been modified with cationic substituents The cationic charge density of such polymers, especially when used in a shampoo composition, is minimized so as to avoid incompatibility with anionic materials in the shampoo such as anionic surfactant As such, most shampoos which contain both an anionic detersive surfactant and a cationic deposition polymer will maintain relatively low cationic charge density values for the deposition polymer in order to maintain physical stability of the shampoo composition
- select synthetic cationic polymers provide improved hair conditionmg performance, especially wet hair conditioning, and improved deposition of dispersed hair conditioning agent particles onto hair or skin
- These select polymers are especially effective at improving deposition of dispersed hair conditioning agents onto hair and skin, especially when used in combination with an anionic detersive surfactant component in a shampoo composition
- These select polymers are organic, non crosslinked, cationic polymers which have a relatively high charge density of from about 4 meq/gm to about 7 meq/gm and a relatively low weight average molecular weight of from about 1 ,000 to about 1 million
- the select cationic polymers provide unproved deposition of the dispersed conditioning agent in the shampoo composition, even when the dispersed conditioning agent particles have relatively large average particle diameters of up to about 2,000 microns
- the shampoo compositions defined herein which contain the highly charged cationic polymers, remain stable (e g , maintains a smooth, flowable, liquid rheology) even though the shampoo compositions also contains an anionic detersive surfactant component
- conditionmg shampoo compositions which comprise (A) from about 5% to about 50% by weight of an anionic detersive surfactant component selected from the group consistmg of anionic surfactants, amphote ⁇ c or zwitterionic surfactants havmg an attached group that is anionic at the pH of the composition, and combmations thereof, (B) from about 0 05% to about 20% by weight of dispersed particles of a water insoluble, conditioning agent having a number average part e diameter of from about 0 01 microns to about 2,000 microns, (C) from about 0 025% to about 5% oy weight of an organic, cationic, non crosslinked, conditionmg polymer having a cationic charge density of from about 4 meq/gm to about 7 meq/gm and an average molecular weight of from about 1 ,000 to about 1 million, and (D) from about 20% to about 94% by weight of water
- an anionic detersive surfactant component selected from the group consistmg of anionic
- the present invention also relates to conditioning shampoo compositions which do not necessarily comprise the hair conditioning agent particles, and which provides improved conditioning performance DETAILED DESCRIPTION OF THE INVENTION
- compositions of the present mvention can comprise, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well any of the additional or optional ingredients, components, or limitations described herein
- the term “soluble” refers to any material that is sufficiently soluble in water to form a substantially clear solution to the naked eye at a concentration of 0 1% by weight of the material in water at 25°C
- the term “insoluble” refers to all other materials that are therefore not sufficiently soluble in water to form a substantially clear solution to the naked eye at a concentration of 0 1 % by weight of the other material m water at 25 C C
- nonvolatile refers to any material having little or no significant vapor pressure under ambient conditions, and a boiling point under one atmosphere (atm) preferably at least about 250°C
- the vapor pressure under such conditions is preferably less than about 0 2 mm Hg at 25°C or less, more preferably less than about 0 1 mm Hg at 25°C or less
- the shampoo compositions of the present mvention comprise an anionic detersive surfactant component to provide cleaning performance to the composition
- the anionic detersive surfactant component in turn comprises anionic detersive surfactant, zwitte ⁇ onic or amphoteric detersive surfactant which has an attached group that is anionic at the pH of the composition, or a combmation thereof, preferably anionic detersive surfactant
- Such surfactants should be physically and chemically compatible with the essential components described herein, or should not otherwise unduly impair product stability aesthetics or performance
- Suitable anionic detersive surfactant components for use in the shampoo composition herein include those which are known for use in hair care or other personal care cleansing compositions
- concentration of the anionic surfactant component in the shampoo composition should be sufficient to provide the desired cleaning and lather performance, and generally range from about 5% to about 50%, preferably from about 8% to about 30%, more preferably from about 10% to about 25%, even more preferably from about 12% to about 18%, by weight of the composition
- Preferred anionic surfactants suitable for use in the shampoo compositions are the alkyl and alkyl ether sulfates
- Theb- materials have the respective formulae ROSO3M and RO(C2H4 ⁇ ) x S ⁇ 3 , wherein R is alkyl or alkenyl of from about 8 to about 18 carbon atoms, x is an integer having a value of from 1 to 10, and M is a cation such as ammonium, alkanolamines, such as triethanolamine, monovalent metals, such as sodium and potassium, and polyvalent metal cations, such as magnesium, and calcium
- the cation M should be selected such that the anionic detersive surfactant component is water soluble Solubility of the surfactant will depend upon the particular anionic detersive surfactants and cations chosen
- R has from about 8 to about 18 carbon atoms, more preferably from about 10 to about
- the alkyl ether sulfates are typically made as condensation products of ethylene oxide and monohydric alcohols havmg from about 8 to about 24 carbon atoms
- the alcohols can be synthetic or they can be derived from fats, e g , coconut oil, palm kernel oil, tallow Lauryl alcohol and straight chain alcohols derived from coconut oil or palm kernel oil are preferred Such alcohols are reacted with between about 0 and about 10, preferably from about 2 to about 5, more preferably about 3, molar proportions of ethylene oxide, and the resulting mixture of molecular species havmg, for example, an average of 3 moles of ethylene oxide per mole of alcohol, is sulfated and neutralized
- alkyl ether sulfates which may be used in the shampoo compositions of the present mvention mclude sodium and ammonium salts of coconut alkyl methylene glycol ether sulfate, tallow alkyl methylene glycol ether sulfate, and tallow alkyl hexaoxyethylene sulfate
- Highly preferred alkyl ether sulfates are those compnsmg a mixture of individual compounds, wherein the compounds m the mixture have an average alkyl chain length of from about 10 to about 16 carbon atoms and an average degree of ethoxylation of from about 1 to about 4 moles of ethylene oxide
- Other suitable anionic detersive surfactants are the water-soluble salts of organic, sulfuric acid reaction products conforming to the formula [ RI-SO3-M ] where ⁇ is a straight or branched chain, saturated, aliphatic hydrocarbon radical havmg from about 8 to about 24, preferably about 10 to about 18, carbon atoms
- anionic detersive surfactants are the reaction products of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide where, for example, the fatty acids are derived from coconut oil or palm kernel oil, sodium or potassium salts of fatty acid amides of methyl tau ⁇ de in which the fatty acids, for example, are derived from coconut oil or palm kernel oil
- Other similar anionic surfactants are described in U S Patent 2,486,921 , U S Patent 2,486,922 and U S Patent 2,396,278, which descriptions are inco ⁇ orated herein by reference
- Other anionic detersive surfactants suitable for use in the shampoo compositions are the succinnates, examples of which mclude disodium N-octadecylsulfosuccinnate, disodium lauryl sulfosuccinate, diammonium lauryl sulfosuccmate, tetrasodium
- olefin sulfonates refers to compounds which can be produced by the sulfonation of alpha-olefins by means of uncomplexed sulfur t ⁇ oxide, followed by neutralization of the acid reaction mixture in conditions such that any sulfones which have been formed in the reaction are hydrolyzed to give the corresponding hydroxy-alkanesulfonates
- the sulfur trioxide can be liquid or gaseous
- R ' is a straight chain alkyl group having from about 6 to about 20 carbon atoms
- R ⁇ is a lower alkyl group having from about 1 to about 3 carbon atoms, preferably 1 carbon atom
- M is a water-soluble cation as described hereinbefore
- Preferred anionic detersive surfactants for use in the shampoo compositions include ammonium lauryl sulfate, ammonium laureth sulfate, triethylamine lauryl sulfate, triethylamine laureth sulfate, triethanolamine lauryl sulfate, triethanolamine laureth sulfate, monoethanolamine lauryl sulfate monoethanolamine laureth sulfate, diethanolamine lauryl sulfate, diethanolamine laureth sulfate, lauric monoglyceride sodium sulfate, sodium lauryl sulfate, sodium laureth sulfate, potassium lauryl sulfa t e, potassium laureth sulfate, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, lauryl sarcosine, cocoyl sarcosine, ammonium cocoyl sul
- Suitable amphoteric or zwitterionic detersive surfactants for use the shampoo composition herein mclude those which are known for use hair care or other personal care cleansing composition, and which contain a group that is anionic at the pH of the shampoo composition Concentration of such amphoteric detersive surfactants preferably ranges from about 0 5 % to about 20%, preferably from about 1% to about 10%, by weight of the composition
- suitable zwitterionic or amphoteric surfactants are described in U S Patents 5,104,646 (Bolich Jr et al ), U S Patent 5,106,609 (Bo ch Jr et al ), which descriptions are incorporated herem by reference
- Amphoteric detersive surfactants suitable for use in the shampoo composition are well known in the art, and mclude those surfactants broadly described as de ⁇ vatives of aliphatic secondary and tertiary amines in which the aliphatic radical can be straight or branched cham and wherein one of the ali
- the shampoo compositions of the present mvention may further comprise additional surfactants for use in combmation with the anionic detersive surfactant component described hereinbefore Suitable optional surfactants mclude nonionic surfactants, cationic surfactants, and combmations thereof Anv such surfactant known in the art for use in hair or personal care products may be used, provided that the optional additional surfactant is also chemically and physically compatible with the essential components of the shampoo composition, or does not otherwise unduly impair product performance, aesthetics or stability
- the concentration of the optional additional surfactants in the shampoo composition may vary with the cleansing or lather performance desired, the optional surfactant selected, the desired product concentration the presence of other components in the composition, and other factors well known in the art
- Non limiting examples of other anionic, zwitterionic, amphoteric or optional additional surfactants suitable for use in the shampoo compositions are described in McCutcheon's, Emulsifiers and Detergents.
- the shampoo compositions of the present invention comprise a hair or skin conditioning agent which is a water insoluble, water dispersible, non volatile, liquid that forms discreet, emulsified, liquid particles in the surfactant matrix described hereinbefore.
- the conditioning agent should be physically and chemically compatible with the essential components of the composition, or should not otherwise unduly impair product stability, aesthetics or performance.
- Suitable conditioning agents for use in the shampoo composition are those conditioners characterized generally as hydrocarbon oils, silicones, or combinations thereof, or those conditioners which otherwise form liquid, dispersed, particles in the aqueous surfactant matrix herein.
- concentration of the conditioning agent in the shampoo composition should be sufficient to provide the desired conditioning benefits. Such concentrations can vary with the conditioning agent selected, the conditioning performance desired, the average size of the conditioning agent particles, location of the intended deposition (e.g, skin or hair), the type and concentration of other components, and other factors well known in the art.
- the dispersed, conditioning agent, particles have a number average particle diameter of from about 0.01 microns to about 2,000 microns.
- the number average particle diameters range from about 0.01 microns to about 4 microns, preferably from about 0.01 to about 2 microns, more preferably from about 0.01 microns to about 0.5 microns.
- the number average particle diameters range from about 4 microns to about 50 microns, preferably from about 6 microns to about 30 microns, more preferably from about 9 microns to about 20 microns, even more preferably from about 12 to about 18 microns.
- the number average particle diameters range from about 30 microns to about 2,000 microns, preferably from about 50 microns to about 1,500 microns, even more preferably from about 60 microns to about 1,000 microns.
- the select synthetic polymers described hereinafter provide improved deposition of the hair conditioning agent particles, provided that such particles are primarily in the form of dispersed, emulsified, water insoluble, droplets throughout the shampoo composition.
- the select polymers do not, however, readily improve deposition of other hair conditioning agents when such other agents are solubilized into the surfactant micelles of the shampoo composition rather than dispersed throughout the composition as discreet, water insoluble, droplets.
- Such other hair conditioning agents may be added to the shampoo composition as optional materials.
- Hydrocarbon oils suitable for use as the hair conditioning agent herein include highly branched. saturated or unsaturated, alkanes such as the permethyl-substituted isomers, e.g., the permethyl-substituted isomers of hexadecane and eicosane, such as 2, 2, 4, 4, 6, 6, 8, 8-dimethyl-10-methylundecane and 2, 2, 4, 4, 6, 6-dimethyl-8-methyl ⁇ onane, sold by Permethyl Co ⁇ oration.
- the concentration of such hydrocarbon oils in the shampoo composition range from about 0.05% to about 20%, preferably from about 0.08% to about 1.5%, more preferably from about 0.1% to about 1%, by weight of the shampoo composition.
- the conditioning agent of the shampoo composition of the present invention is preferably an insoluble silicone conditioning agent, more preferably a non volatile silicone conditioning agent. Concentration of such silicone conditioning agent should be sufficient to provide the hair or skin with the desired conditioning benefit. Such concentrations range from about 0.01% to about 20%, preferably from about 0.1% to about 8%, more preferably from about 0.1% to about 5%, most preferably from about 0.2% to about 3%, by weight of the shampoo composition.
- suitable silicone hair conditioning agents, and optional suspending agents for the silicone are described in U.S. Reissue Patent 34,584 (Grote et al.), U.S. Patents 5, 104,646 (Bolich Jr. et al.), U.S. Patent 5,106,609 (Bolich Jr.
- the optional silicone hair conditioning agents are also insoluble in the shampoo composition of the present invention, and forms the requisite dispersion of water insoluble, emulsified, liquid particles or droplets.
- the droplets are typically and preferably suspended with an optional suspending agent described hereinafter.
- the silicone hair conditioning agent particles will comprise a silicone fluid hair conditioning agent such as a silicone fluid and can also comprise other ingredients, such as a silicone resin to improve silicone fluid deposition efficiency or enhance glossiness of the hair (especially when high refractive index (e.g. above about 1.46) silicone conditioning agents are used (e.g. highly phenylated silicones).
- the silicone hair conditioning agent particles may comprise volatile silicone, nonvolatile silicone, or combinations thereof. Typically, if volatile silicones are present, it will be incidental to their use as a solvent or carrier for commercially available forms of nonvolatile silicone materials ingredients, such as silicone gums and resins.
- the silicone hair conditioning agents for use in the shampoo compositions preferably have a viscosity of from about 20 to about 2,000,000 centistokes, more preferably from about 1 ,000 to about 1 ,800,000 centistokes, even more preferably from about 50,000 to about 1,500,000 centistokes, most preferably from about 100,000 to about 1 ,500,000 centistokes, as measured at 25°C .
- Silicone fluids include silicone oils which are flowable silicone materials having a a viscosity of less than 1 ,000,000 centistokes, preferably between about 5 and 1 ,000,000 centistokes, more preferably between about 10 and about 100,000 centistokes, at 25°C.
- Suitable silicone oils include polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, and combinations thereof.
- Other insoluble, nonvolatile silicone fluids having hair conditioning properties can also be used. Silicone oils to the following formula (I)
- R is aliphatic, preferably alkyl or alkenyl, or aryl
- R can be substituted or unsubstituted
- x is an integer from 1 to about 8,000
- Suitable unsubstituted R groups mclude alkoxy, aryloxy, alkaryl, arylalkyl, arylalkenyl, alkamino, and ether-substituted, hydroxyl-substituted, and halogen-substituted aliphatic and aryl groups
- Suitable R groups also include cationic am es and quaternary ammonium groups
- the aliphatic or aryl groups substituted on the siloxane chain may have any structure so long as the resulting silicones remain fluid at room temperature, are hydrophobic, are neither irritating, toxic nor otherwise harmful when applied to the hair, are compatible with the other components of the shampoo compositions, are chemically stable under normal use and storage conditions, are insoluble in the shampoo compositions herein, and are capable of bemg deposited on and conditionmg the hair
- the two R groups on the silicon atom of each monomeric silicone unit may represent the same or different groups
- the two R groups represent the same group
- Preferred alkyl and alkenyl substituents are C1-C5 alkyls and alkenyls, more preferably from C ] - C4, most preferably from C
- the aliphatic portions of other alkyl-, alkenyl-, or alkynyl-containmg groups can be straight or branched chains and preferably have from one to five carbon atoms, more preferably from one to four carbon atoms, even more preferably from one to three carbon atoms, most preferably from one to two carbon atoms
- the R substituents hereof can also contam ammo functionalities, e g alkamino groups, which can be pnmary, secondary or tertiary ammes or quaternary ammonium These mclude mono-, di- and tn- alkylamino and alkoxyamino groups wherem the aliphatic portion cham length is
- Suitable R groups m include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl
- the pre ⁇ ferred silicones are polydimethyl siloxane, polydiethylsiloxane, and polymethylphenylsiloxane Polydimethylsiloxane is especially preferred
- Other suitable R groups m clude methyl, methoxy, ethoxy, propoxy, and aryloxy
- the three R groups on the end caps of the silicone may also represent the same or different groups
- the nonvolatile polyalkylsiloxane fluids that may be used include, for example, polydimethylsiloxanes These siloxanes are available, for example, from the General Electric Company in their Viscasil R and SF 96 series, and from Dow Corning in their Dow Coming 200 series
- polyalkylaryl siloxane fluids that may be used, also include, for example, polymethylphenylsiloxanes These siloxanes are available, for example, from the General Elecmc Company as SF 1075 methyl phenyl fluid or from Dow Corning as 556 Cosmetic Grade Fluid
- the polyether siloxane copolymers that may be used include, for example, a polypropylene oxide modified polydunethylsiloxane (e g , Dow Corning DC- 1248) although ethylene oxide or mixtures of ethylene oxide and propylene oxide may also be used.
- a polypropylene oxide modified polydunethylsiloxane e g , Dow Corning DC- 1248
- ethylene oxide or mixtures of ethylene oxide and propylene oxide may also be used
- the ethylene oxide and polypropylene oxide concentrations must be sufficiently low to prevent solubility in water and the composition hereof
- Suitable alkylammo substituted silicones include those which conform to the following structure
- Suitable cationic silicone fluids mclude those which conform to the formula (III)
- R is selected from the group consistmg of hydrogen, phenyl, benzyl, a saturated hydrocarbon radical, preferably an alkyl radical containing from I to 20 carbon atoms, and A is a halide ion
- An especially preferred cationic silicone corresponding to formula (III) is the polymer known as " ethylsilylamodimethicone", of formula (IV)
- silicone cationic polymers which can be used in the shampoo compositions are represented by the formula (V):
- R ⁇ denotes a monovalent hydrocarbon radical havmg from 1 to 18 carbon atoms, preferably an alkyl or alkenyl radical such as methyl
- R4 denotes a hydrocarbon radical, preferably a C j -C ] g alkylene radical or a C ] -C j g, and more preferably Cj-Cg, alkyleneoxy radical
- Q is a halide ion, preferably chloride
- r denotes an average statistical value from 2 to 20, preferably from 2 to 8
- s denotes an average statistical value from 20 to 200, and preferably from 20 to 50
- a preferred polymer of this class is available from Union Carbide under the name "UCARE SILICONE ALE 56.”
- Other optional silicone fluids are the insoluble silicone gums These gums are polyorganosiloxane materials havmg a viscosity at 25°C of greater than or equal to 1,000,000 centistokes.
- Silicone gums are described in U.S. Patent 4,152,416; Noll and Walter, Chemistrv and Technology of Silicones. New York Academic Press 1968; and in General Electric Silicone Rubber Product Data Sheets SE 30, SE 33, SE 54 and SE 76, all of which are inco ⁇ orated herein by reference
- the silicone gums will typically have a mass molecular weight in excess of about 200,000, generally between about 200,000 and about 1 ,000,000, specific examples of which include polydimethylsiloxane, (polydimethylsiloxane) (methylvinylsiloxane) copolymer, poly(dimethylsiloxane) (diphenyl s ⁇ loxane)(methylv ⁇ nyls ⁇ loxane) copolymer and mixtures thereof
- Another category of nonvolatile, insoluble silicone fluid conditioning agents are the high refractive index silicones, having a refractive index of at least about 1.46, preferably at least about 1.48 , more preferably at least about 1.5
- the high refractive index polysiloxane fluid includes those represented by general Formula (I) above, as well as cyclic polysiloxanes such as those represented by Formula (VI) below:
- n is from about 3 to about 7, preferably from 3 to 5.
- the high refractive index polysiloxane fluids contain a sufficient amount of aryl-containing R substituents to increase the refractive index to the desired level, which is described above.
- R and n must be selected so that the material is nonvolatile, as defined above.
- Aryl-containing substituents contain alicyclic and heterocyclic five and six membered aryl rings, and substituents containing fused five or six membered rings.
- the aryl rings themselves can be substituted or unsubstituted.
- Substituents include aliphatic substituents, and can also include alkoxy substituents, acyl substituents, ketones, halogens (e.g., Cl and Br), amines, etc.
- aryl-containing groups include substituted and unsubstituted arenes, such as phenyl, and phenyl derivatives such as phenyls with C -C alkyl or alkenyl substituents, e.g., allylphenyl, methyl phenyl and ethyl phenyl, vinyl phenyls such as styrenyl, and phenyl alkynes (e.g. phenyl C ⁇ -C , alkynes).
- Heterocyclic aryl groups include substituents derived from fiiran, imidazole, pyrrole, pyridine, etc.
- Fused aryl ring substituents include, for example, napthalene, coumarin, and purine.
- the high refractive index polysiloxane fluids will have a degree of aryl-containing substituents of at least about 15%, preferably at least about 20%, more preferably at least about 25%, even more preferably at least about 35%, most preferably at least about 50%.
- the degree of aryl substitution will be less than about 90%, more generally less than about 85%, preferably from about 55% to about 80%.
- polysiloxane fluids are also characterized by relatively high surface tensions as a result of their aryl substitution.
- the polysiloxane fluids hereof will have a surface tension of at least
- Preferred high refractive index polysiloxane fluids have a combination of phenyl or phenyl derivative substituents (preferably phenyl), with alkyl substituents, preferably C 1-C4 alkyl (most preferably methyl), hydroxy, CJ-C4 alkylamino (especially -R'NHR ⁇ NH2 where each R and R" independently is a C . -C, alkyl, alkenyl, and/or alkoxy.
- High refractive index polysiloxanes are available from Dow Co ing Co ⁇ oration (Midland, Michigan, U.S.A.) Huls America (Piscataway, New Jersey, U.S.A.), and General Electric Silicones (Waterford, New York, U.S.A.).
- the spreading agent will preferably reduce the surface tension by at least about 2 dynes/cm ⁇ ,
- 2 proportions present in the final product is preferably 30 dynes/cm or less, more preferably about 28
- the surface tension will be in the range of from about 15 to about 30, more typically from about 18 to about 28, and most generally from
- the weight ratio of the highly arylated polysiloxane fluid to the spreading agent will, in general, be between about 1000:1 and about 1 : 1, preferably between about 100: 1 and about 2: 1, more preferably between about 50: 1 and about 2: 1, most preferably from about 25: 1 to about 2: 1.
- fluorinated surfactants particularly high polysiloxane: spreading agent ratios may be effective due to the efficiency of these surfactants.
- ratios significantly above 1000: 1 may be used.
- references disclosing examples of some suitable silicone fluids for use in the shampoo compositions include U.S. Patent 2,826,551, U.S. Patent 3,964,500, U.S. Patent 4,364,837, British Patent 849,433, and Silicon Compounds, Petrarch Systems, Inc. ( 1984), all of which are inco ⁇ orated herein by reference.
- Silicone resins can be mcluded in the silicone conditioning agent. These resins are highly crosslinked polymeric siloxane systems. The crosslinking is introduced through the inco ⁇ oration of trifunctional and tetrafunctional silanes with monofunctional or difunctional, or both, silanes during manufacture of the silicone resin.
- silicone materials which have a sufficient level of mfunctional and tetrafunctional siloxane monomer units (and hence, a sufficient level of crosslinking) such that they dry down to a rigid, or hard, film are considered to be silicone resins
- the ratio of oxygen atoms to silicon atoms is indicative of the level of crosslinking in a particular silicone material
- Silicone materials which have at least about 1 1 oxygen atoms per silicon atom will generally be silicone resins herein
- the ratio of oxygen silicon atoms is at least about 1 2 1 0
- Silanes used in the manufacture of silicone resins include monomethyl-, dimethyl-, t ⁇ methyl-, monophenyl-, diphenyl-, methylphenyl-, monov yl-, and methylvinyl-chlorosilanes, and tet
- Silicone materials and silicone res s particular, can conveniently be identified according to a shorthand nomenclature system well known to those skilled m the art as "MDTQ" nomenclature Under this system, the silicone is described according to presence of various siloxane monomer units which make up the silicone Briefly, the symbol M denotes the monofunctional unit (CH3)3S ⁇ 5, D denotes the difunctional unit (CH3)2S ⁇ O, T denotes the mfunctional unit (CH3)S ⁇ O ⁇ 5, and Q denotes the quad ⁇ - or terra-functional unit S1O2 Prunes of the unit symbols, e g , M', D ⁇ T, and Q' denote substituents other than methyl, and must be specifically defined for each occurrence Typical alternate substituents mclude groups such as vinyl, phenyls, ammes, hydroxyls, etc The molar ratios of the various units, either in terms of subscripts to the symbols indicating the total number of each type of unit in the silicone (or an average thereof)
- the weight ratio of the nonvolatile silicone fluid, having refractive index below 1 46, to the silicone resin component, when used, is preferably from about 4 1 to about 400 1, preferably this ratio is from about 9: 1 to about 200: 1 , more preferably from about 19: 1 to about 100: 1, particularly when the silicone fluid component is a polydimethylsiloxane fluid or a mixture of polydimethylsiloxane fluid and polydimethylsiloxane gum as described above.
- the silicone resin forms a part of the same phase in the compositions hereof as the silicone fluid, i.e. the conditioning active, the sum of the fluid and resin should be included in determining the level of silicone conditioning agent in the composition.
- the shampoo compositions of the present invention may further comprise a suspending agent at concentrations effective for suspending the optional silicone hair conditioning agent, or other water- insoluble, dispersed material in the shampoo compositions. Such concentrations range from about 0.1% to about 10%, preferably from about 0.3% to about 5.0%, by weight of the shampoo compositions.
- Suitable suspending agents include crystalline suspending agents that can be categorized as acyl derivatives, long chain amine oxides, or combinations thereof, concentrations of which range from about 0.1% to about 5.0%, preferably from about 0.5% to about 3.0%, by weight of the shampoo compositions. When used in the shampoo compositions, these suspending agents are present in crystalline form. These suspending agents are described in U.S. Patent 4,741,855, which description is inco ⁇ orated herein by reference. These preferred suspending agents include ethylene glycol esters of fatty acids preferably having from about 16 to about 22 carbon atoms. More preferred are the ethylene glycol stearates, both mono and distearate, but particularly the distearate containing less than about 7% of the mono stearate.
- suspending agents include alkanol amides of fatty acids, preferably having from about 16 to about 22 carbon atoms, more preferably about 16 to 18 carbon atoms, preferred examples of which include stearic monoethanolamide, stearic diethanolamide, stearic monoisopropanolamide and stearic monoethanolamide stearate.
- long chain acyl derivatives include long chain esters of long chain fatty acids (e.g., stearyl stearate, cetyl palmitate, etc.); glyceryl esters (e.g., glyceryl distearate) and long chain esters of long chain alkanol amides (e.g., stearamide diethanolamide distearate, stearamide monoethanolamide stearate).
- Long chain acyl derivatives, ethylene glycol esters of long chain carboxylic acids, long chain amine oxides, and alkanol amides of long chain carboxylic acids in addition to the preferred materials listed above may be used as suspending agents.
- suspending agents with long chain hydrocarbyls having C -C22 chains may be used.
- acyl derivatives suitable for use as suspending agents include N,N-dihydrocarbyl amido benzoic acid and soluble salts thereof (e.g., Na, ), particularly N,N-di(hydrogenated) C j g, C j g and tallow amido benzoic acid species of this family, which are commercially available from Stepan Company ( orthfield, Illinois, USA).
- suitable long chain amine oxides for use as suspending agents include alkyl (C ] g-C22) dimethyl amine oxides, e.g., stearyl dimethyl amine oxide
- suitable suspending agents include xanthan gum at concentrations ranging from about 0.3% to about 3%, preferably from about 0.4% to about 1.2%, by weight of the shampoo compositions.
- xanthan gum as a suspending agent in silicone containing shampoo compositions is described, for example, in U.S. Patent 4,788,006, which description is inco ⁇ orated herein by reference.
- Combinations of long chain acyl derivatives and xanthan gum may also be used as a suspending agent in the shampoo compositions. Such combinations are described in U.S. Patent 4,704,272, which description is inco ⁇ orated herein by reference.
- suspending agents include carboxyvinyl polymers. Preferred among these polymers are the copolymers of acrylic acid crosslinked with polyallylsucrose as described in U.S. Patent 2,798,053, which description is inco ⁇ orated herein by reference. Examples of these polymers include Carbopol 934, 940, 941, and 956, available from B. F. Goodrich Company .
- suspending agents include primary amines having a fatty alkyl moiety having at least about 16 carbon atoms, examples of which include palmitamine or stearamine, and secondary amines having two fatty alkyl moieties each having at least about 12 carbon atoms, examples of which include dipalmitoylamine or di(hydrogenated tallo )amine.
- Still other suitable suspending agents include di(hydrogenated tallo )phthalic acid amide, and crosslinked maleic anhydride-methyl vinyl ether copolymer.
- suspending agents may be used in the shampoo compositions, including those that can impart a gel-like viscosity to the composition, such as water soluble or colloidally water soluble polymers like cellulose ethers (e.g., methylcellulose, hydroxybutyl methylcellulose, hyroxypropylcellulose, hydroxypropyl methylcellulose, hydroxyethyl ethylcellulose and hydroxyethylcellulose), guar gum, polyvinyl alcohol, polyvinyl pyrrolidone, hydroxypropyl guar gum, starch and starch derivatives, and other thickeners, viscosity modifiers, gelling agents, etc. Mixtures of these materials can also be used.
- water soluble or colloidally water soluble polymers like cellulose ethers (e.g., methylcellulose, hydroxybutyl methylcellulose, hyroxypropylcellulose, hydroxypropyl methylcellulose, hydroxyethyl ethylcellulose and hydroxyethy
- the shampoo compositions of the present invention comprise certain cationic deposition or conditioning polymers having a selectively high cationic charge density and a low molecular weight. These cationic polymers, in combination with the anionic surfactant component and other essential components herein, form a stable shampoo composition that provides improved conditioning performance, and also provide 1 : improved deposition of the dispersed, hair conditioning agent particles (described hereinbefore) o hair.
- the cationic polymers suitable for use in the shampoo composition herein are water soluble or dispersible, non crosslinked, cationic polymers having a cationic charge density of from about 4 meq/gm to about 7 meq/gm, preferably from about 4 meq/gm to about 6 meq/gm, more preferably from about 4.2 meq/gm to about 5.5 meq/gm.
- the select polymers also must have an average molecular weight of from about 1.000 to about 1 million, preferably from about 10,000 to about 500,000, more preferably from about 75,000 to about 250,000
- the concentration of the cationic polymer in the shampoo composition ranges about 0 025% to about 5%, preferably from about 0 1% to about 3%, more preferably from about 0 2% to about 1%, by weight of the composition
- the cationic polymers for use in the shampoo composition must be non crosslinked, and comprise from about 50% to about 100%, preferably from about 70% to about 100%, most preferably about 100% (mole percent), of a cationic substituted monomer, wherein the cationic substituent is a quaternary ammonium or protonated ammo group
- Suitable monomers are the cationic substituted dialkylaminoalkyl acrylamides, dialkylaminoalkyl methacrylamides, dialkylaminoalkyl acrylates, dialkylaminoalkyl methacrylates, and combinations thereof, preferably dialkylaminoalkyl acrylamides, dialkylaminoalkyl methacrylamides, and combmations thereof
- the cationic substituents on each of the selected monomers are quaternary ammonium or protonated ammo groups (acid addition salts)
- the cationic polymer may further comprise from zero to 50%, preferably less than 30%, most preferably zero percent (molar percent), of a nonionic monomer havmg a carbon-carbon double bond that is polymerizable with the essential cationic-substituted monomers desenbed hereinabove
- a nonionic monomer ethylene, propylene, butylene, isobutylene, eicosene, maleic anhyd ⁇ de, acrylamide, methacrylamide, maleic acid, acrolein, cyclohexene, ethyl vinyl ether, methyl vinyl ether, and combinations thereof
- Preferred cationic substituted monomers are the cationic substituted dialkylaminoalkvl acrylamides, dialkylaminoalkyl methacrylamides, and combinations thereof These preferred monomers conform the to the formula
- R' is hydrogen, methyl or ethyl
- each of R-, R ⁇ and R ⁇ are independently hydrogen or a short chain alkyl having from about 1 to about 8 carbon atoms, preferably from about 1 to about 5 carbon atoms more preferably from about 1 to about 2 carbon atoms
- n is an integer having a value of from about 1 to about 8, preferably from about 1 to about 4
- X is a counterion
- the nitrogen attached to R 2 , R ⁇ and R 4 may be a protonated amine (primary, secondary or tertiary), but is preferably a quaternary ammonium wherein each of R 2 , R ⁇ and R ⁇ are alkyl groups.
- the anionic counterion ( X ) in association with the cationic conditioning polymers may be any known counterion so long as the polymers remain soluble or dispersible in water, in the shampoo composition, or in a coacervate phase of the shampoo composition, and so long as the counterions are physically and chemically compatible with the essential components of the shampoo composition or do not otherwise unduly impair product performance, stability or aesthetics.
- Non limiting examples of such counterions include halides (e.g., chlorine, fluorine, bromine, iodine), sulfate and methylsulfate.
- a non limiting example of a commercially available cationic conditioning or deposition polymer for use in the shampoo compositions is polymethyacrylamidopropyl trimonium chloride, available under the trade name Polycare 133, from Rhone-Poulenc, Cranberry, New Jersey, U.S.A.
- the shampoo compositions of the present invention are aqueous systems which comprise from about 20% to about 94%, preferably from about 50% to about 90%, more preferably from about 60% to about 85%, water by weight of the composition Optional Components
- the shampoo compositions of the present invention may further comprise one or more optional components known for use m hau- or personal care products, provided that the optional components are physically and chemically compatible with the essential component described herem, or do not otherwise unduly impair product stability, aesthetics or performance Concentrations of such optional components typically and individually range from about 0 001% to about 10% by weight of the shampoo compositions
- Non limiting examples of optional components for use in the shampoo composition include anti static agents, conditionmg agents, dyes, organic solvents or diluents, pearlescent aids, foam boosters, additional surfactants or cosurfactants (nonionic, cationic), pediculocides, pH adjusting agents, perfumes, preservatives, proteins, skm active agents, styling polymers, sunscreens, vitamins, and viscosity adjusting agents
- the shampoo compositions of the present invention are used in a conventional manner for cleansing and conditionmg hau- or skm
- An effective amount of the composition for cleansing and conditioning the hair or skm is applied to the hair or skm, that has preferably been wetted with water, and then rmsed off
- Such effective amounts generally range from about lgm to about 50gm, preferably from about lgm to about 20gm
- Application to the hair typically mcludes workmg the composition through the hair such that most or all of the hair is contacted with the composition
- This method for cleansing and conditionmg the hair or skm comprises the steps of a) wetting the hair or skm with water, b) applying an effective amount of the shampoo composition to the hair or skm, and c) rinsing the applied areas of skm or hair with water These steps can be repeated as many tunes as desired to achieve the desired cleansing and conditioning benefit
- compositions can be prepared by conventional formulation and mixing techniques Component amounts are listed as weight percents and exclude minor materials such as diluents, filler, and so forth. The listed formulations, therefore, comprise the listed components and any minor materials associated with such components.
- Dimethicone is a 40(gum)/60(flu ⁇ d) weight ratio blend of SE-76 dimethicone gum available from General Electric Silicones Division and a dimethicone fluid having a viscosity of 350 centistokes
- Polycare 1 3 is Polymethacrylamidopropyl Trimonium Chloride, a crosslinked cationic polymer available from Rhone-Poulenc
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Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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US08/622,972 US5756436A (en) | 1996-03-27 | 1996-03-27 | Conditioning shampoo compositions containing select cationic conditioning polymers |
US622972 | 1996-03-27 | ||
PCT/US1997/003694 WO1997035543A1 (en) | 1996-03-27 | 1997-03-18 | Conditioning shampoo compositions containing select cationic conditioning polymers |
Publications (2)
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EP0892631A1 true EP0892631A1 (en) | 1999-01-27 |
EP0892631B1 EP0892631B1 (en) | 2002-01-23 |
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Application Number | Title | Priority Date | Filing Date |
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EP97914938A Revoked EP0892631B1 (en) | 1996-03-27 | 1997-03-18 | Conditioning shampoo compositions containing select cationic conditioning polymers |
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US (1) | US5756436A (en) |
EP (1) | EP0892631B1 (en) |
JP (1) | JPH11507076A (en) |
KR (1) | KR20000005085A (en) |
CN (1) | CN1121204C (en) |
AT (1) | ATE212214T1 (en) |
AU (1) | AU2201397A (en) |
BR (1) | BR9708435A (en) |
CA (1) | CA2250384C (en) |
DE (1) | DE69710055T2 (en) |
ES (1) | ES2166986T3 (en) |
MX (1) | MX210546B (en) |
PH (1) | PH11997055941B1 (en) |
TW (1) | TW477705B (en) |
WO (1) | WO1997035543A1 (en) |
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- 1997-03-18 DE DE69710055T patent/DE69710055T2/en not_active Revoked
- 1997-03-18 CA CA002250384A patent/CA2250384C/en not_active Expired - Lifetime
- 1997-03-18 EP EP97914938A patent/EP0892631B1/en not_active Revoked
- 1997-03-18 WO PCT/US1997/003694 patent/WO1997035543A1/en active IP Right Grant
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- 1997-03-18 ES ES97914938T patent/ES2166986T3/en not_active Expired - Lifetime
- 1997-03-24 PH PH55941A patent/PH11997055941B1/en unknown
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BR9708435A (en) | 1999-08-03 |
TW477705B (en) | 2002-03-01 |
DE69710055T2 (en) | 2002-12-19 |
CA2250384C (en) | 2001-10-23 |
ES2166986T3 (en) | 2002-05-01 |
CA2250384A1 (en) | 1997-10-02 |
US5756436A (en) | 1998-05-26 |
ATE212214T1 (en) | 2002-02-15 |
AU2201397A (en) | 1997-10-17 |
DE69710055D1 (en) | 2002-03-14 |
KR20000005085A (en) | 2000-01-25 |
PH11997055941B1 (en) | 2000-03-31 |
EP0892631B1 (en) | 2002-01-23 |
MX210546B (en) | 2002-09-30 |
JPH11507076A (en) | 1999-06-22 |
CN1219864A (en) | 1999-06-16 |
WO1997035543A1 (en) | 1997-10-02 |
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